May 31, 2020

Reboot by Jerry Colonna: How to grow up and be a better leader

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About the Book

Jerry Colonna helps start-up CEOs make peace with their demons, the psychological habits and behavioral patterns that have helped them to succeed—molding them into highly accomplished individuals—yet have been detrimental to their relationships and ultimate well-being.

Jerry has taught CEOs and their top teams to realize their potential by using the raw material of their lives to find meaning, to build healthy interpersonal bonds, and to become more compassionate and bold leaders. In Reboot, he inspires everyone to hold themselves responsible for their choices and for the possibility of truly achieving their dreams.

Work does not have to destroy us. Work can be the way in which we achieve our fullest self, Jerry firmly believes. What we need, sometimes, is a chance to reset our goals and to reconnect with our deepest selves and with each other. Reboot moves and empowers us to begin this journey.


About the Author 

Jerry Colonna is the CEO, and co-founder, of, an executive coaching and leadership development firm whose coaches and facilitators are committed to the notion that better humans make better leaders.

For nearly 20 years, he has used the knowledge gained as an investor, an executive, and a board member for more than 100 organizations to help entrepreneurs and others to lead with humanity, resilience, and equanimity. Previous to his career as a coach he was a partner with JPMorgan Partners (JPMP), the private equity arm of JP Morgan Chase. He joined JPMP from Flatiron Partners, which he launched 1996 with a partner, Fred Wilson. Flatiron became one of the most successful, early-stage investment programs in the New York City area. He lives in Boulder, Colorado.


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BIG IDEA 1 (7:55) – Do your own work.

The most important role as a leader is to ‘get yourself in order’. Jerry’s fundamental belief is that better humans make better leaders. He also said that leadership is the art of growing up. It’s about getting over what happened to you before, putting aside some of those demons, and growing up.

However, we often avoid doing our own work (ie working on ourselves) for the fear of what we might find.  We keep ourselves busy, moving, distracted, and tired.  We blame circumstances, our past, our lack of time, the company that we work for, and anything else to avoid stopping to reflect.  And so, continue to be controlled by our unconscious, our leftover fears and out old patterns of behaviour.

BIG IDEA 2 (10:29) – Ask important questions.

The book is full of incredible reflective questions.  There were three particular questions that Jerry talks about in the book;

  • What am I not saying that needs to be said?
  • What am I saying that’s not being heard?
  • What’s being said that I’m not hearing?

Asking ourselves, and other people, these questions help us understand what’s really going on.

BIG IDEA 3 (12:19) – Stop the sabotage.

There’s another critical question in the book; how am I complicit in creating the conditions that I say I don’t want?

We are often contradicting ourselves between our actions and speech.  Saying we do/don’t want something but acting in the total opposite way.

Ask yourself some of these questions to see how, where, and why you’re stopping yourself in reaching your potential, succeeding, and uncovering what’s true to you.  It may be the irrational stories we tell ourselves, but without understanding this, they will continue to control and sabotage us.


Check out Kelly Irvine’s work helping people get their books out of their heads:
Listen to Jerry on the Tim Ferriss podcast here:


Music By: Ancient Sailing Song by Ziv Moran


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